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Showing metabocard for 9,10-Phenanthrenequinone (HMDB0256391)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (6) Show 6 proteinsXML
enzymes (6) Show 6 proteins
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 16:48:52 UTC
Update Date2021-10-01 22:50:13 UTC
HMDB IDHMDB0256391
Secondary Accession NumbersNone
Metabolite Identification
Common Name9,10-Phenanthrenequinone
Description9,10-phenanthroquinone belongs to the class of organic compounds known as phenanthraquinones. These are phenanthrene derivatives containing two ketone groups at position C9 and C10, respectively. Based on a literature review very few articles have been published on 9,10-phenanthroquinone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9,10-phenanthrenequinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9,10-Phenanthrenequinone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0256391 (9,10-Phenanthrenequinone)


  Mrv1572004191602092D          

 16 18  0  0  0  0            999 V2000
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
M  END
Download

3D MOL for HMDB0256391 (9,10-Phenanthrenequinone)

HMDB0256391
     RDKit          3D
9,10-Phenanthrenequinone
 24 26  0  0  0  0  0  0  0  0999 V2000
   -1.9481    2.8035   -0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071    1.8848   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    2.1983   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324    3.3780   -0.6108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    1.1045   -0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6344    1.3575   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449    0.3474   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -0.9115    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -1.1595    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -0.1731    0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481   -0.4582    0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -1.7414    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -1.9829    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152   -0.9787    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552    0.2852   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    0.5314   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676    2.3856   -0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992    0.6008   -0.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7651   -1.7243    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -2.1705    0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4895   -2.5802    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8910   -2.9734    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4825   -1.1461    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173    1.1230   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 10  5  1  0
 16 11  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 12 21  1  0
 13 22  1  0
 14 23  1  0
 15 24  1  0
M  END
Download

3D SDF for HMDB0256391 (9,10-Phenanthrenequinone)


  Mrv1572004191602092D          

 16 18  0  0  0  0            999 V2000
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256391

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C(=O)C2=CC=CC=C2C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H

> <INCHI_KEY>
YYVYAPXYZVYDHN-UHFFFAOYSA-N

> <FORMULA>
C14H8O2

> <MOLECULAR_WEIGHT>
208.216

> <EXACT_MASS>
208.052429498

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
21.385632466752618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10-dihydrophenanthrene-9,10-dione

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
2.9187060746666664

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.605889628541192

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
61.15100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10-phenanthrenequinone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0256391 (9,10-Phenanthrenequinone)

HMDB0256391
     RDKit          3D
9,10-Phenanthrenequinone
 24 26  0  0  0  0  0  0  0  0999 V2000
   -1.9481    2.8035   -0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1071    1.8848   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3136    2.1983   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324    3.3780   -0.6108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    1.1045   -0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6344    1.3575   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449    0.3474   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -0.9115    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -1.1595    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -0.1731    0.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481   -0.4582    0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -1.7414    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -1.9829    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152   -0.9787    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552    0.2852   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    0.5314   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9676    2.3856   -0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992    0.6008   -0.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7651   -1.7243    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3436   -2.1705    0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4895   -2.5802    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8910   -2.9734    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4825   -1.1461    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173    1.1230   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 10  5  1  0
 16 11  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 12 21  1  0
 13 22  1  0
 14 23  1  0
 15 24  1  0
M  END
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PDB for HMDB0256391 (9,10-Phenanthrenequinone)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       8.057  -0.206   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.897  -0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.827  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.517  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.057  -2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.517  -2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747  -4.207   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.207  -4.207   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.517  -5.541   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.437  -5.541   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   10   11                                                  
CONECT   10    6    9   12                                                  
CONECT   11    7    9   13                                                  
CONECT   12    8   10   14                                                  
CONECT   13   11   14   15                                                  
CONECT   14   12   13   16                                                  
CONECT   15   13                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END
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3D PDB for HMDB0256391 (9,10-Phenanthrenequinone)

COMPND    HMDB0256391
HETATM    1  O1  UNL     1      -1.948   2.804  -0.530  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.107   1.885  -0.355  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.314   2.198  -0.399  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.732   3.378  -0.611  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.276   1.104  -0.190  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.634   1.357  -0.224  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.545   0.347  -0.031  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.076  -0.911   0.195  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.717  -1.159   0.228  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.776  -0.173   0.039  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.648  -0.458   0.078  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.114  -1.741   0.308  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.488  -1.983   0.340  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.415  -0.979   0.148  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.955   0.285  -0.079  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.589   0.531  -0.112  1.00  0.00           C  
HETATM   17  H1  UNL     1       2.968   2.386  -0.409  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.599   0.601  -0.068  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.765  -1.724   0.350  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.344  -2.171   0.409  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.490  -2.580   0.467  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.891  -2.973   0.517  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.482  -1.146   0.168  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.617   1.123  -0.239  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4    4    5
CONECT    5    6    6   10
CONECT    6    7   17
CONECT    7    8    8   18
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11
CONECT   11   12   12   16
CONECT   12   13   21
CONECT   13   14   14   22
CONECT   14   15   23
CONECT   15   16   16   24
END
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SMILES for HMDB0256391 (9,10-Phenanthrenequinone)

O=C1C(=O)C2=CC=CC=C2C2=CC=CC=C12
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INCHI for HMDB0256391 (9,10-Phenanthrenequinone)

InChI=1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
9,10-PhenanthrenedioneChEBI
9,10-PhenanthrenequinoneChEBI
PhenanthraquinoneChEBI
PhenanthrenequinoneChEBI
9,10-PhenanthroquinoneMeSH
9,10-PhenanthraquinoneMeSH
Chemical FormulaC14H8O2
Average Molecular Weight208.216
Monoisotopic Molecular Weight208.052429498
IUPAC Name9,10-dihydrophenanthrene-9,10-dione
Traditional Name9,10-phenanthrenequinone
CAS Registry NumberNot Available
SMILES
O=C1C(=O)C2=CC=CC=C2C2=CC=CC=C12
InChI Identifier
InChI=1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H
InChI KeyYYVYAPXYZVYDHN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenanthraquinones. These are phenanthrene derivatives containing two ketone groups at position C9 and C10, respectively.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassPhenanthraquinones
Direct ParentPhenanthraquinones
Alternative Parents
Substituents
  • Phenanthraquinone
  • Hydrophenanthrene
  • Naphthalene
  • Aryl ketone
  • Quinone
  • O-quinone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP3.13ALOGPS
logP2.92ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-8.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity61.15 m³·mol⁻¹ChemAxon
Polarizability21.39 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-174.13430932474
DeepCCS[M+Na]+149.03230932474
AllCCS[M+H]+144.532859911
AllCCS[M+H-H2O]+140.232859911
AllCCS[M+NH4]+148.532859911
AllCCS[M+Na]+149.732859911
AllCCS[M-H]-146.732859911
AllCCS[M+Na-2H]-146.132859911
AllCCS[M+HCOO]-145.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. 7.76 minutes32390414
Predicted by Siyang on May 30, 202215.3412 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.06 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2525.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid528.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid193.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid319.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid388.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid584.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid699.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)205.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1370.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid546.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1398.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid502.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid425.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate499.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA357.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water100.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
9,10-PhenanthrenequinoneO=C1C(=O)C2=CC=CC=C2C2=CC=CC=C123187.8Standard polar33892256
9,10-PhenanthrenequinoneO=C1C(=O)C2=CC=CC=C2C2=CC=CC=C121928.0Standard non polar33892256
9,10-PhenanthrenequinoneO=C1C(=O)C2=CC=CC=C2C2=CC=CC=C122055.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 9,10-Phenanthrenequinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a59-1980000000-0bacaca1440614e00d3e2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9,10-Phenanthrenequinone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9,10-Phenanthrenequinone 10V, Positive-QTOFsplash10-0a4i-0090000000-82815fd31e9b7f89e1932016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9,10-Phenanthrenequinone 20V, Positive-QTOFsplash10-0a4i-0190000000-fc47af2c6fe2e14f261c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9,10-Phenanthrenequinone 40V, Positive-QTOFsplash10-0a4i-4790000000-90522cf13fb7078eff492016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9,10-Phenanthrenequinone 10V, Negative-QTOFsplash10-0a4i-0090000000-6521860faf6a735b3f632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9,10-Phenanthrenequinone 20V, Negative-QTOFsplash10-0a4i-0090000000-6521860faf6a735b3f632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9,10-Phenanthrenequinone 40V, Negative-QTOFsplash10-0a4i-0290000000-6a65404ae16b52fc14202016-08-03Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID6505
KEGG Compound IDC03243
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID37454
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details
1. Quinone oxidoreductase
General function:
Involved in zinc ion binding
Specific function:
Does not have alcohol dehydrogenase activity. Binds NADP and acts through a one-electron transfer process. Orthoquinones, such as 1,2-naphthoquinone or 9,10-phenanthrenequinone, are the best substrates (in vitro). May act in the detoxification of xenobiotics. Interacts with (AU)-rich elements (ARE) in the 3'-UTR of target mRNA species. Enhances the stability of mRNA coding for BCL2. NADPH binding interferes with mRNA binding.
Gene Name:
CRYZ
Uniprot ID:
Q08257
Molecular weight:
35206.36
Enzyme Details
2. Aflatoxin B1 aldehyde reductase member 2
General function:
Energy production and conversion
Specific function:
Catalyzes the NADPH-dependent reduction of succinic semialdehyde to gamma-hydroxybutyrate. May have an important role in producing the neuromodulator gamma-hydroxybutyrate (GHB). Has broad substrate specificity. Has NADPH-dependent aldehyde reductase activity towards 2-carboxybenzaldehyde, 2-nitrobenzaldehyde and pyridine-2-aldehyde (in vitro). Can reduce 1,2-naphthoquinone and 9,10-phenanthrenequinone (in vitro). Can reduce the dialdehyde protein-binding form of aflatoxin B1 (AFB1) to the non-binding AFB1 dialcohol. May be involved in protection of liver against the toxic and carcinogenic effects of AFB1, a potent hepatocarcinogen.
Gene Name:
AKR7A2
Uniprot ID:
O43488
Molecular weight:
39588.65
Enzyme Details
3. Voltage-gated potassium channel subunit beta-2
General function:
Involved in oxidoreductase activity
Specific function:
Accessory potassium channel protein which modulates the activity of the pore-forming alpha subunit. Alters functional properties of Kv1.4
Gene Name:
KCNAB2
Uniprot ID:
Q13303
Molecular weight:
40999.9
Enzyme Details
4. 1,5-anhydro-D-fructose reductase
General function:
Not Available
Specific function:
Catalyzes the NADPH-dependent reduction of 1,5-anhydro-D-fructose (AF) to 1,5-anhydro-D-glucitol. Can also catalyze the reduction of various aldehydes and quinones (By similarity). Has low NADPH-dependent reductase activity towards 9,10-phenanthrenequinone (in vitro).
Gene Name:
AKR1E2
Uniprot ID:
Q96JD6
Molecular weight:
36588.935
Enzyme Details
5. Voltage-gated potassium channel subunit beta-2
General function:
Not Available
Specific function:
Cytoplasmic potassium channel subunit that modulates the characteristics of the channel-forming alpha-subunits (PubMed:9763623, PubMed:21357749). Contributes to the regulation of nerve signaling, and prevents neuronal hyperexcitability (By similarity). Promotes expression of the pore-forming alpha subunits at the cell membrane, and thereby increases channel activity (PubMed:10896669, PubMed:16770729, PubMed:18003609, PubMed:21357749). Promotes potassium channel closure via a mechanism that does not involve physical obstruction of the channel pore (PubMed:21357749). Modulates the functional properties of KCNA4 (PubMed:9763623). Modulates the functional properties of KCNA5 (By similarity). Enhances KCNB2 channel activity (By similarity). Binds NADPH and has NADPH-dependent aldoketoreductase activity (PubMed:18672894, PubMed:21209188). Has broad substrate specificity and can catalyze the reduction of methylglyoxal, 9,10-phenanthrenequinone, prostaglandin J2, 4-nitrobenzaldehyde, 4-nitroacetophenone and 4-oxo-trans-2-nonenal (in vitro) (PubMed:18672894).
Gene Name:
KCNAB2
Uniprot ID:
P62483
Molecular weight:
41020.95
Enzyme Details
6. 3-oxoacyl-[acyl-carrier-protein] reductase
General function:
Not Available
Specific function:
Component of the heterotetramer complex KAR (3-ketoacyl-[acyl carrier protein] reductase or 3-ketoacyl-[ACP] reductase) that forms part of the mitochondrial fatty acid synthase (mtFAS). Beta-subunit of the KAR heterotetramer complex, responsible for the 3-ketoacyl-ACP reductase activity of the mtFAS, reduces 3-oxoacyl-[ACP] to (3R)-hydroxyacyl-[ACP] in a NADPH-dependent manner with no chain length preference, thereby participating in mitochondrial fatty acid biosynthesis (PubMed:25203508). The homotetramer has NADPH-dependent quinone reductase activity (in vitro), hence could play a role in protection against cytotoxicity of exogenous quinones (PubMed:19000905). As a heterotetramer, it can also reduce 9,10-phenanthrenequinone, 1,4-benzoquinone and various other o-quinones and p-quinones (in vitro) (PubMed:19000905, PubMed:19571038, PubMed:25203508).
Gene Name:
CBR4
Uniprot ID:
Q8N4T8
Molecular weight:
25301.24